Head-to-head
Aggregate
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 26 Mar 2026 | Bahamas | 1–3 | Anguilla | A | ITL · CONCACAF Series |
| 12 Nov 2025 | Bahamas | 1–2 | Anguilla | A | ITL · CONCACAF Series |
| 18 Nov 2018 | Bahamas | 1–1 | Anguilla | D | ITL · CONCACAF Nations League qualification |
| 19 Mar 2000 | Bahamas | 2–1 | Anguilla | H |
|
| 05 Mar 2000 | Anguilla | 1–3 | Bahamas | A |
|